data_4LG
# 
_chem_comp.id                                    4LG 
_chem_comp.name                                  "METHYL (6-{[(2R)-1-(4-{3-[(2-METHOXYBENZYL)OXY]PROPOXY}PHENYL)-6-OXOPIPERAZIN-2-YL]METHOXY}-1H-INDOL-1-YL)ACETATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H37 N3 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        587.663 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4LG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2G27 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
4LG C1   C1   C 0 1 N N N -19.896 82.565 123.501 -9.145  2.979  2.188  C1   4LG 1  
4LG O1   O1   O 0 1 N N N -19.698 83.028 124.833 -8.117  2.099  1.729  O1   4LG 2  
4LG C2   C2   C 0 1 Y N N -19.779 84.432 125.021 -8.680  1.291  0.793  C2   4LG 3  
4LG C3   C3   C 0 1 Y N N -21.012 85.135 125.049 -7.913  0.328  0.153  C3   4LG 4  
4LG C4   C4   C 0 1 N N N -22.263 84.331 124.868 -6.455  0.173  0.500  C4   4LG 5  
4LG O2   O2   O 0 1 N N N -23.509 84.966 124.892 -5.889  -0.880 -0.283 O2   4LG 6  
4LG C5   C5   C 0 1 Y N N -18.565 85.147 125.198 -10.022 1.435  0.467  C5   4LG 7  
4LG C6   C6   C 0 1 Y N N -18.575 86.551 125.400 -10.592 0.613  -0.485 C6   4LG 8  
4LG C7   C7   C 0 1 Y N N -19.793 87.243 125.425 -9.827  -0.350 -1.117 C7   4LG 9  
4LG C8   C8   C 0 1 Y N N -21.003 86.539 125.248 -8.489  -0.492 -0.798 C8   4LG 10 
4LG C9   C9   C 0 1 Y N N -18.639 78.363 124.769 3.672   0.411  -0.921 C9   4LG 11 
4LG C10  C10  C 0 1 Y N N -17.418 77.951 124.328 3.492   1.618  -0.272 C10  4LG 12 
4LG C11  C11  C 0 1 Y N N -16.257 78.373 124.841 3.107   2.741  -0.996 C11  4LG 13 
4LG C12  C12  C 0 1 Y N N -16.197 79.295 125.904 2.893   2.627  -2.383 C12  4LG 14 
4LG C13  C13  C 0 1 Y N N -17.414 79.780 126.426 3.080   1.399  -3.020 C13  4LG 15 
4LG C14  C14  C 0 1 Y N N -18.661 79.311 125.852 3.464   0.308  -2.294 C14  4LG 16 
4LG N1   N1   N 0 1 Y N N -15.042 78.013 124.437 2.846   4.048  -0.651 N1   4LG 17 
4LG C15  C15  C 0 1 Y N N -14.111 78.650 125.196 2.487   4.761  -1.764 C15  4LG 18 
4LG C16  C16  C 0 1 Y N N -14.783 79.473 126.142 2.496   3.962  -2.841 C16  4LG 19 
4LG C17  C17  C 0 1 N N N -15.066 77.059 123.291 2.945   4.596  0.705  C17  4LG 20 
4LG C18  C18  C 0 1 N N N -13.884 76.539 122.612 4.370   4.998  0.982  C18  4LG 21 
4LG O3   O3   O 0 1 N N N -14.188 75.363 122.087 4.699   5.528  2.170  O3   4LG 22 
4LG O4   O4   O 0 1 N N N -12.861 77.103 122.512 5.217   4.843  0.134  O4   4LG 23 
4LG C19  C19  C 0 1 N N N -13.221 74.666 121.332 6.073   5.916  2.437  C19  4LG 24 
4LG C20  C20  C 0 1 N N R -20.740 75.864 122.762 4.584   -3.034 -0.408 C20  4LG 25 
4LG C21  C21  C 0 1 N N N -20.214 74.410 122.721 5.890   -2.771 0.345  C21  4LG 26 
4LG N2   N2   N 0 1 N N N -21.053 73.613 121.879 6.190   -3.930 1.197  N2   4LG 27 
4LG C22  C22  C 0 1 N N N -22.434 73.486 122.293 5.233   -3.891 2.308  C22  4LG 28 
4LG C23  C23  C 0 1 N N N -23.057 74.834 122.775 3.827   -3.824 1.785  C23  4LG 29 
4LG N3   N3   N 0 1 N N N -22.232 75.973 122.995 3.541   -3.423 0.540  N3   4LG 30 
4LG O5   O5   O 0 1 N N N -24.260 74.818 122.932 2.915   -4.143 2.519  O5   4LG 31 
4LG C24  C24  C 0 1 N N N -19.720 76.471 123.755 4.155   -1.764 -1.144 C24  4LG 32 
4LG O6   O6   O 0 1 N N N -19.788 77.852 124.167 4.054   -0.685 -0.213 O6   4LG 33 
4LG C25  C25  C 0 1 Y N N -22.709 77.613 124.776 1.739   -4.257 -0.837 C25  4LG 34 
4LG C26  C26  C 0 1 Y N N -22.803 77.186 123.417 2.202   -3.376 0.132  C26  4LG 35 
4LG C27  C27  C 0 1 Y N N -23.505 78.066 122.532 1.334   -2.454 0.701  C27  4LG 36 
4LG C28  C28  C 0 1 Y N N -24.091 79.281 122.980 0.015   -2.404 0.295  C28  4LG 37 
4LG C29  C29  C 0 1 Y N N -23.988 79.676 124.347 -0.446  -3.284 -0.674 C29  4LG 38 
4LG C30  C30  C 0 1 Y N N -23.284 78.825 125.224 0.419   -4.210 -1.238 C30  4LG 39 
4LG O7   O7   O 0 1 N N N -24.532 80.822 124.968 -1.746  -3.239 -1.069 O7   4LG 40 
4LG C31  C31  C 0 1 N N N -25.312 81.737 124.236 -2.371  -2.197 -0.317 C31  4LG 41 
4LG C32  C32  C 0 1 N N N -24.548 82.970 123.859 -3.844  -2.093 -0.716 C32  4LG 42 
4LG C33  C33  C 0 1 N N N -24.664 84.163 124.805 -4.513  -0.977 0.090  C33  4LG 43 
4LG H11  1H1  H 0 1 N N N -19.947 83.425 122.817 -9.524  3.564  1.350  H11  4LG 44 
4LG H12  2H1  H 0 1 N N N -19.057 81.915 123.210 -9.957  2.394  2.620  H12  4LG 45 
4LG H13A 3H1  H 0 0 N N N -20.837 81.997 123.446 -8.738  3.649  2.945  H13A 4LG 46 
4LG H41  1H4  H 0 1 N N N -22.277 83.599 125.689 -6.357  -0.068 1.558  H41  4LG 47 
4LG H42  2H4  H 0 1 N N N -22.183 83.953 123.838 -5.930  1.105  0.289  H42  4LG 48 
4LG H5   H5   H 0 1 N N N -17.624 84.616 125.179 -10.620 2.187  0.960  H5   4LG 49 
4LG H6   H6   H 0 1 N N N -17.646 87.085 125.534 -11.637 0.722  -0.735 H6   4LG 50 
4LG H7   H7   H 0 1 N N N -19.806 88.312 125.579 -10.274 -0.991 -1.862 H7   4LG 51 
4LG H8   H8   H 0 1 N N N -21.938 87.079 125.264 -7.893  -1.244 -1.294 H8   4LG 52 
4LG H10  H10  H 0 1 N N N -17.385 77.241 123.515 3.655   1.691  0.794  H10  4LG 53 
4LG H13  H13  H 0 1 N N N -17.418 80.489 127.240 2.920   1.312  -4.084 H13  4LG 54 
4LG H14  H14  H 0 1 N N N -19.603 79.672 126.236 3.608   -0.641 -2.788 H14  4LG 55 
4LG H15  H15  H 0 1 N N N -13.040 78.548 125.097 2.234   5.811  -1.772 H15  4LG 56 
4LG H16  H16  H 0 1 N N N -14.327 80.105 126.889 2.256   4.247  -3.855 H16  4LG 57 
4LG H171 1H17 H 0 0 N N N -15.629 77.584 122.505 2.634   3.840  1.425  H171 4LG 58 
4LG H172 2H17 H 0 0 N N N -15.442 76.150 123.783 2.298   5.468  0.791  H172 4LG 59 
4LG H191 1H19 H 0 0 N N N -13.607 74.485 120.318 6.146   6.323  3.445  H191 4LG 60 
4LG H192 2H19 H 0 0 N N N -12.301 75.266 121.272 6.720   5.043  2.350  H192 4LG 61 
4LG H193 3H19 H 0 0 N N N -13.001 73.704 121.818 6.384   6.672  1.716  H193 4LG 62 
4LG H20  H20  H 0 1 N N N -20.757 76.443 121.827 4.737   -3.837 -1.129 H20  4LG 63 
4LG H211 1H21 H 0 0 N N N -20.217 73.993 123.739 6.700   -2.623 -0.369 H211 4LG 64 
4LG H212 2H21 H 0 0 N N N -19.190 74.406 122.320 5.780   -1.881 0.965  H212 4LG 65 
4LG HN2  HN2  H 0 1 N N N -20.663 72.692 121.856 7.103   -3.768 1.595  HN2  4LG 66 
4LG H221 1H22 H 0 0 N N N -23.019 73.123 121.435 5.349   -4.788 2.916  H221 4LG 67 
4LG H222 2H22 H 0 0 N N N -22.460 72.788 123.143 5.431   -3.013 2.924  H222 4LG 68 
4LG H241 1H24 H 0 0 N N N -19.822 75.883 124.679 3.187   -1.927 -1.617 H241 4LG 69 
4LG H242 2H24 H 0 0 N N N -18.779 76.436 123.186 4.895   -1.518 -1.906 H242 4LG 70 
4LG H25  H25  H 0 1 N N N -22.182 76.991 125.484 2.413   -4.977 -1.278 H25  4LG 71 
4LG H27  H27  H 0 1 N N N -23.592 77.798 121.490 1.693   -1.769 1.455  H27  4LG 72 
4LG H28  H28  H 0 1 N N N -24.619 79.911 122.279 -0.658  -1.684 0.734  H28  4LG 73 
4LG H30  H30  H 0 1 N N N -23.182 79.105 126.262 0.059   -4.895 -1.992 H30  4LG 74 
4LG H311 1H31 H 0 0 N N N -26.171 82.035 124.854 -2.297  -2.423 0.747  H311 4LG 75 
4LG H312 2H31 H 0 0 N N N -25.628 81.241 123.307 -1.871  -1.251 -0.522 H312 4LG 76 
4LG H321 1H32 H 0 0 N N N -23.485 82.692 123.816 -3.917  -1.867 -1.779 H321 4LG 77 
4LG H322 2H32 H 0 0 N N N -24.984 83.306 122.907 -4.344  -3.039 -0.510 H322 4LG 78 
4LG H331 1H33 H 0 0 N N N -25.486 84.798 124.443 -4.440  -1.204 1.154  H331 4LG 79 
4LG H332 2H33 H 0 0 N N N -24.832 83.749 125.810 -4.013  -0.031 -0.115 H332 4LG 80 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
4LG C1  O1   SING N N 1  
4LG C1  H11  SING N N 2  
4LG C1  H12  SING N N 3  
4LG C1  H13A SING N N 4  
4LG O1  C2   SING N N 5  
4LG C2  C3   DOUB Y N 6  
4LG C2  C5   SING Y N 7  
4LG C3  C4   SING N N 8  
4LG C3  C8   SING Y N 9  
4LG C4  O2   SING N N 10 
4LG C4  H41  SING N N 11 
4LG C4  H42  SING N N 12 
4LG O2  C33  SING N N 13 
4LG C5  C6   DOUB Y N 14 
4LG C5  H5   SING N N 15 
4LG C6  C7   SING Y N 16 
4LG C6  H6   SING N N 17 
4LG C7  C8   DOUB Y N 18 
4LG C7  H7   SING N N 19 
4LG C8  H8   SING N N 20 
4LG C9  C10  DOUB Y N 21 
4LG C9  C14  SING Y N 22 
4LG C9  O6   SING N N 23 
4LG C10 C11  SING Y N 24 
4LG C10 H10  SING N N 25 
4LG C11 C12  DOUB Y N 26 
4LG C11 N1   SING Y N 27 
4LG C12 C13  SING Y N 28 
4LG C12 C16  SING Y N 29 
4LG C13 C14  DOUB Y N 30 
4LG C13 H13  SING N N 31 
4LG C14 H14  SING N N 32 
4LG N1  C15  SING Y N 33 
4LG N1  C17  SING N N 34 
4LG C15 C16  DOUB Y N 35 
4LG C15 H15  SING N N 36 
4LG C16 H16  SING N N 37 
4LG C17 C18  SING N N 38 
4LG C17 H171 SING N N 39 
4LG C17 H172 SING N N 40 
4LG C18 O3   SING N N 41 
4LG C18 O4   DOUB N N 42 
4LG O3  C19  SING N N 43 
4LG C19 H191 SING N N 44 
4LG C19 H192 SING N N 45 
4LG C19 H193 SING N N 46 
4LG C20 C21  SING N N 47 
4LG C20 N3   SING N N 48 
4LG C20 C24  SING N N 49 
4LG C20 H20  SING N N 50 
4LG C21 N2   SING N N 51 
4LG C21 H211 SING N N 52 
4LG C21 H212 SING N N 53 
4LG N2  C22  SING N N 54 
4LG N2  HN2  SING N N 55 
4LG C22 C23  SING N N 56 
4LG C22 H221 SING N N 57 
4LG C22 H222 SING N N 58 
4LG C23 N3   SING N N 59 
4LG C23 O5   DOUB N N 60 
4LG N3  C26  SING N N 61 
4LG C24 O6   SING N N 62 
4LG C24 H241 SING N N 63 
4LG C24 H242 SING N N 64 
4LG C25 C26  DOUB Y N 65 
4LG C25 C30  SING Y N 66 
4LG C25 H25  SING N N 67 
4LG C26 C27  SING Y N 68 
4LG C27 C28  DOUB Y N 69 
4LG C27 H27  SING N N 70 
4LG C28 C29  SING Y N 71 
4LG C28 H28  SING N N 72 
4LG C29 C30  DOUB Y N 73 
4LG C29 O7   SING N N 74 
4LG C30 H30  SING N N 75 
4LG O7  C31  SING N N 76 
4LG C31 C32  SING N N 77 
4LG C31 H311 SING N N 78 
4LG C31 H312 SING N N 79 
4LG C32 C33  SING N N 80 
4LG C32 H321 SING N N 81 
4LG C32 H322 SING N N 82 
4LG C33 H331 SING N N 83 
4LG C33 H332 SING N N 84 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
4LG SMILES           ACDLabs              10.04 O=C(OC)Cn5ccc4ccc(OCC1N(C(=O)CNC1)c3ccc(OCCCOCc2ccccc2OC)cc3)cc45 
4LG InChI            InChI                1.02b 
InChI=1/C33H37N3O7/c1-39-31-7-4-3-6-25(31)22-41-16-5-17-42-28-12-9-26(10-13-28)36-27(19-34-20-32(36)37)23-43-29-11-8-24-14-15-35(30(24)18-29)21-33(38)40-2/h3-4,6-15,18,27,34H,5,16-17,19-23H2,1-2H3/t27-/m1/s1 
4LG InChIKey         InChI                1.02b KWJWTGNGIVRJJK-HHHXNRCGBV 
4LG SMILES_CANONICAL CACTVS               3.341 COC(=O)Cn1ccc2ccc(OC[C@H]3CNCC(=O)N3c4ccc(OCCCOCc5ccccc5OC)cc4)cc12 
4LG SMILES           CACTVS               3.341 COC(=O)Cn1ccc2ccc(OC[CH]3CNCC(=O)N3c4ccc(OCCCOCc5ccccc5OC)cc4)cc12 
4LG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccccc1COCCCOc2ccc(cc2)N3[C@H](CNCC3=O)COc4ccc5ccn(c5c4)CC(=O)OC 
4LG SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccccc1COCCCOc2ccc(cc2)N3C(CNCC3=O)COc4ccc5ccn(c5c4)CC(=O)OC 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
4LG "SYSTEMATIC NAME" ACDLabs              10.04 "methyl (6-{[(2R)-1-(4-{3-[(2-methoxybenzyl)oxy]propoxy}phenyl)-6-oxopiperazin-2-yl]methoxy}-1H-indol-1-yl)acetate"      
4LG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 2-[6-[[(2R)-1-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]-6-oxo-piperazin-2-yl]methoxy]indol-1-yl]ethanoate" 
# 
